Abstract:
The present invention relates to a fragrance composition comprising a mixture of diastereomers of 2-isobutyl-4-methyl-tetrahydro-2H-pyran-4-ol, which comprises more than 95 wt.% of the optically inactive cis-racemate and less than 5 wt.% of the optically inactive trans-racemate. The present invention further relates to a method for producing a perfumed product or article as well as perfumed or aromatized articles comprising the fragrance compositions of the present invention.
Abstract:
Process for the preparation of 2-substituted 4-hydroxy-4-methyltetrahydropyrans of the formula (I) where the radical R 1 is a straight-chain or branched alkyl or alkenyl radical having 1 to 12 carbon atoms, an optionally alkyl-substituted cycloalkyl radical having in total 3 to 12 carbon atoms or an optionally alkyl- and/or alkoxy-substituted aryl radical having in total 6 to 12 carbon atoms, comprising the reaction of 3-methylbut-3-en-1-ol of the formula (II) with an aldehyde of the formula (III): R 1 -CHO, where the radical R 1 has the same meaning as in formula (I) and where the reaction is carried out in the presence of water and in the presence of a strongly acidic cation exchanger, and then the isolation and/or the distillative separation is carried out in a dividing wall column or in an interconnection of (at least) two distillation columns in the form of a thermal coupling and one or more side take-off points at an absolute operating pressure of up to 500 mbar.
Abstract:
The present invention relates to a method for the integrated production of 2-substituted 4-hydroxy-4-methyl tetrahydroprane and of 2-substituted 4-methyl tetrahydroprans in which 3-methylbut-3-ene-1-ol is reacted with an aldehyde in the presence of an acid catalyst.
Abstract:
The invention relates to a process for the preparation of m- or p-substituted phenylalkanols of the formula (I) in which R1 is bonded to the phenyl ring in the m- or p-position and is C1-C5-alkyl, and R2, R3, R4 and R5, independently of one another, are hydrogen or methyl, wherein an unsubstituted phenylalkanol of the formula (II) in which R2, R3, R4 and R5 have the meanings given under formula (I) is alkylated together with a C1-C5-alkyl halide of the formula (III) R1-Hal (III), in which R1 has the meaning given under formula (I) and Hal is halogen, in the presence of a Friedel-Crafts catalyst to give an m- or p-alkyl-substituted phenylalkanol of the formula (I), then the reaction mixture is worked-up and the desired m- or p-alkyl-substituted phenylalkanol of the formula (I) is separated off, the other formed by-products are returned to the reaction mixture and these are isomerized in the presence of a Friedel-Crafts catalyst to give the desired m- or p-alkyl-substituted phenylalkanol. From the m- or p-alkyl-substituted phenylalkanols of the formula (I), it is possible to form, by oxidation or dehydrogenation, as products of value, the corresponding aldehydes, which play an interesting role as fragrances and aroma chemicals.
Abstract:
The invention relates to a method for producing m-substituted phenylalkanols of the formula (I), R 1 denoting C 1 -C 5 -alkyl, and R 2 , R 3 , R 4 , and R 5 independently denoting hydrogen or methyl, characterized in that a p-substituted phenylalkanol of the formula (II), where R 1 , R 2 , R 3 , R 4 , and R 5 have the meanings given under formula (I), is isomerized in the presence of a Friedel-Craft catalyst to form an m-substituted phenylalkanol of the formula (I). The corresponding aldehydes known as fragrances and aroma chemicals can be formed as valuable products from the m-substituted phenylalkanols of the formula (I) by means of oxidation or dehydration.